(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate

Base Information

• Chemical Name: (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate
• CAS No.: 1352279-58-3
• Molecular Formula: C₂₉H₃₆Cl₃NO₁₃
• Molecular Weight: 712.963
• Mol file: 1352279-58-3.mol

Synonyms:(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate

Chemical Property of (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate

There total 5 articles about (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-L-rhamnopyranose + trichloroacetonitrile (545-06-2) → (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate (1352279-58-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In 1,2-dichloro-ethane; at -5 ℃; for 0.25h; Inert atmosphere;

Reference yield: 89.0%

(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranose + trichloroacetonitrile (545-06-2) → (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate (1352279-58-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201101021

Reference yield:

p-methoxyphenyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside (870543-37-6) → (2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-(1→3)-2-O-acetyl-4-O-benzyl-α/β-L-rhamnopyranose trichloroacetimidate (1352279-58-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 3 h / 0 °C / Inert atmosphere

2: ammonium cerium (IV) nitrate / water; acetonitrile / 2 h / 20 °C / Inert atmosphere

3: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

With ammonium cerium (IV) nitrate; trimethylsilyl trifluoromethanesulfonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; water; acetonitrile;

DOI:10.1002/ejoc.201101021

upstream raw materials:

p-methoxyphenyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

trichloroacetonitrile

p-methoxyphenyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside

2,3,4-tri-O-acetyl-L-rhamnopyranosyl trichloroacetimidate

Downstream raw materials:

benzyl 2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl-(1->3)-2-O-acetyl-4,6-di-O-benzyl-β-D-galactopyranoside

C₂₂H₃₂O₉

C₂₄H₃₄O₁₀